[1,1'-Biphenyl]-4-amine, 4'-ethynyl-

Base Information

• Chemical Name: [1,1'-Biphenyl]-4-amine, 4'-ethynyl-
• CAS No.: 874362-76-2
• Molecular Formula: C14H11N
• Molecular Weight: 193.24400
• Mol file: 874362-76-2.mol

Synonyms:[1,1'-Biphenyl]-4-amine,4'-ethynyl;4'-Ethynyl-[1,1'-biphenyl]-4-amine;

Chemical Property of [1,1'-Biphenyl]-4-amine, 4'-ethynyl-

Chemical Property:

• PSA: 26.02000
• LogP: 3.49830

Purity/Quality:

4'-Ethynyl-[1,1'-biphenyl]-4-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [1,1'-Biphenyl]-4-amine, 4'-ethynyl-

There total 3 articles about [1,1'-Biphenyl]-4-amine, 4'-ethynyl- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

4-amino-4‘-((trimethylsilyl)ethynyl)biphenyl (919363-60-3) → 4-(4-ethynylphenyl)aniline (874362-76-2)

Guidance literature:

With sodium hydroxide; In methanol; water; for 2h;

DOI:10.1016/j.bmc.2006.09.036

Reference yield:

4-ethynyl-4′-nitro-1,1′-biphenyl (180056-60-4) → 4-(4-ethynylphenyl)aniline (874362-76-2)

Guidance literature:

With potassium tert-butylate; hydrogen; In isopropyl alcohol; at 130 ℃; for 2h; under 11251.1 Torr; chemoselective reaction; Autoclave; Green chemistry;

DOI:10.1021/acs.orglett.9b02432

Reference yield:

4-iodo-4'-aminobiphenyl (7285-77-0) → 4-(4-ethynylphenyl)aniline (874362-76-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / CuI; triethylamine / PdCl₂(PPh₃)2 / 1.5 h / 20 °C

2: 99 percent / NaOH / methanol; H₂O / 2 h

With sodium hydroxide; copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In methanol; water; 1: Sonogashira reaction;

DOI:10.1016/j.bmc.2006.09.036

upstream raw materials:

4-amino-4‘-((trimethylsilyl)ethynyl)biphenyl

4-iodo-4'-aminobiphenyl

4-ethynyl-4′-nitro-1,1′-biphenyl

Refernces

• 1、 Xie, Jian,Seto, Christopher T.. "A two stage click-based library of protein tyrosine phosphatase inhibitors". . p. 458 - 473. Retrieved 2008/02/10.